Phenol → Phenol, aluminum salt (3:1)

HRID 1973036Notes

Reaction equation

HRID 1973036 reaction equation
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Al:8]>CC1C=CC(C)=CC=1>[C:1]1([O-:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Al+3:8].[C:1]1([O-:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:1]1([O-:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Procedure

Phenol (6.048 g, 64.4 mmoles), p-xylene (1 ml), and aluminum metal (0.099 g, 0.57 mmoles) were heated at 140° C for 4 hours to form aluminum phenolate. The mixture was cooled to room temperature and 10.7 g of t-butylhydroquinone (64.4 mmoles), 20.5 g of 75% pure divinylbenzene (123 mmoles) and 24 ml of p-xylene were then added and the mixture heated to reflux (151°-153° C) and there maintained for 12 hours. It was cooled to room temperature to yield a viscous reaction mixture. This material was divided into two portions. One (product IIIa) was analyzed, the other (product IIIb) was heated for 6 hours at reflux. The products were worked up by extraction, drying, and precipitation according to the general method set out in Example II. The two materials exhibited properties, upon analysis, consistent with the structure shown in Formula IX ##STR14## These analyses and molecular weight determinations indicated that for peak components of product IIIa, n + m equals 20 while for peak components of product IIIb, n + m equals 24. Based on feed ratios, it is expected that n is about equal to m.

Sources & evidence

ORD record
ord-a9906cc2b6524472bf458aad4ed52781
Source dataset
uspto-grants-1976_12
Patent number
US03996160

Reaction notes

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